About The Position

Dev.Pro is hiring a Junior IT Specialist in Ukraine to provide hands-on IT support for a US-based executive’s technical environment. The role involves remote Windows troubleshooting and routine administration using PowerShell, command-line tools, and Remote Desktop. The specialist follows written procedures, verifies and documents work, and clearly reports results, progress, blockers, and outstanding issues. The specialist will use AI assistants such as Claude to investigate issues, write and review scripts, and draft responses, verifying AI-generated output before use. The role also contributes to practical tools and automation for the executive’s projects while developing experience across Windows administration, PowerShell, and cloud technologies. Technical issues may need to be tracked through to resolution during weekend shifts, with escalation when guidance or approval is needed.

Requirements

  • At least 1 year of professional, hands-on experience in IT support, help desk, IT operations, or a similar technical role.
  • Working knowledge of Windows and PowerShell, including running commands, interpreting output, and accurately reporting results.
  • Ability to read and review basic Python or PowerShell scripts.
  • Upper-Intermediate English, with the ability to clearly update others on completed work, results, and outstanding issues.
  • Ability to follow written procedures, document work accurately, and clearly report issues or blockers.
  • Knowledge of basic security practices, including least-privilege access, safe credential handling, and backing up before making changes.
  • Attention to detail, focus on accuracy, and judgment to ask for help when needed.
  • Ability to learn new tools and systems quickly, including the AWS console and macOS settings.

Nice To Haves

  • Experience with AWS, Azure, or Google Cloud consoles.
  • Basic networking knowledge, including IP addresses, DNS, and VPNs.
  • Basic scripting skills in PowerShell, Python, or JavaScript.
  • Experience with Jira or a similar ticketing tool.
  • Familiarity with macOS, including System Settings, privacy permissions, and Terminal.
  • Basic knowledge of Linux (Ubuntu).
  • Experience supporting executives or VIP users.
  • Familiarity with backup tools such as MSP360 or CloudBerry.

Responsibilities

  • Provide Windows support and routine administration using PowerShell, command-line tools, and Remote Desktop.
  • Follow documented procedures, verify results, and clearly report progress, blockers, and outcomes.
  • Document each task, including actions taken, results, and supporting evidence.
  • Use AI assistants to investigate issues, write and review scripts, and draft responses, verifying their output before use.
  • Follow security procedures, use only required access, protect credentials, back up before making changes, and check with Security before changing security settings.
  • Track technical issues through to resolution, including during weekend shifts, and escalate when guidance or approval is needed.
  • Contribute to practical tools and automation for the executive’s projects, learning to use Claude and other tools as needed.

Benefits

  • Hands-on experience with real-world technical challenges across the executive’s projects, including Windows administration, PowerShell, and cloud technologies.
  • Opportunity to build practical AI skills by using Claude in day-to-day work.
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